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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 1 of 28
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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 5 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 6 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 7 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 8 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 9 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 10 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 11 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 12 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 13 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 14 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 15 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 16 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 17 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 18 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 19 of 28
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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 21 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 22 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 23 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 24 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 25 of 28
Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 26 of 28
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$1,399,000

4069 Charleston Side Rd

Caledon, ON L7K 0S6

4069 Charleston Side Rd, CaledonListed at $1,399,000. 4 bedroom, 4 bathroom Sidesplit 4 Detached. MLS® W13668268.

Possession · seller's timeline

Flexible

4Beds
4Baths
1500-2000sqft
Detached
Sidesplit 4
10Parking
$5,435Taxes/yr · 2025

What's this home worth?

Get a free estimate for 4069 Charleston Side Rd

Description

RARE COUNTRY-LIFESTYLE OPPORTUNITY-NEARLY 7 ACRES IN RURAL CALEDON! Discover approximately 6.69 acres of rolling countryside featuring mature trees, expansive open space and a large private pond. Ideally situated just east of Hurontario Street, a long driveway leads to a spacious 4-bedroom, 4-bathroom home offering approximately 2,555 sq. ft. of total finished living space, including a finished basement and extensive pot lighting. Previously used for livestock, the property features dedicated fenced areas, a solid-wood chicken coop and additional outdoor structures-ideal for privacy, outdoor living and hobbies. Entertain beneath the wooden gazebo and enjoy the custom stone-built wood-fired oven, perfect for pizza, barbecue and smoked dishes. The expansive property offers buyers an opportunity to explore possibilities for an addition, secondary dwelling, workshop, shed or other accessory structures. Any future use or construction is subject to applicable zoning, property-specific requirements and all necessary municipal approvals. Conveniently located near Highway 10, Erin, Orangeville and Brampton. Flexible closing available. A fantastic country-lifestyle opportunity that must be seen to be fully appreciated-don't miss out!

Property Details

Property TypeDetached
StyleSidesplit 4
CommunityRural Caledon
Rooms14
Kitchens1
Washrooms4
Square Feet1500-2000 sqft
Lot Size6.69 acres (291,416 sq ft)
Lot Dimensions320.58 ft frontage
Lot Size Area6.69 sqft (Other)
Fronting OnSouth
Dir/Cross StHeart Lake & Charleston Sdrd
Garage TypeDetached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces8
Total Parking Spaces10
ExteriorAluminum Siding, Brick
RoofShingles
FoundationUnknown
BasementFinished
Fireplace FeaturesYes
Heating TypeRadiant
Heating SourcePropane
A/CWall Unit(s)
SewersSeptic
Taxes (2025)$5,435
HSTIncluded In
Other StructuresGarden Shed
UFFINo
Listed Date8/12/2026
Days on Market38 days
PossessionFlexible
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: TRIMAXX REALTY LTD.

MLS® #W13668268

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 4069 Charleston Side Road

This detached (Sidesplit 4) is located in the Rural Caledon neighbourhood of Caledon.

The home offers 4 bedrooms, 4 bathrooms.

Features include a finished basement, 10 parking spaces including a 2-car garage, a fireplace.

Listed at $1,399,000 CAD with annual property taxes of $5,435 (2025).

About Caledon Real Estate

This Detached is located in the Rural Caledon community in Caledon. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth.

Niagara Escarpment & Forks of the CreditBolton urban centreHobby farms & rural estate lotsHumber River trails
~60 min commute to downtown TorontoWalkability: Rural — car essential except Bolton core